Smart Tax Strategies for Freelancers and the Self-Employed

Tax season can be particularly daunting for self-employed individuals. Unlike traditional employees who receive a W-2 form with neatly itemized earnings and tax withholdings, self-employed taxpayers are responsible for tracking their income, expenses, and tax payments. This requires diligence, organization, and a strong understanding of the unique rules that apply to freelancers, contractors, and small business owners. While the task may seem overwhelming, it is also an opportunity. Self-employed individuals have access to a range of deductions and tax-saving strategies that traditional employees do not. By taking a proactive and informed approach to tax planning, the self-employed can significantly reduce their tax burden and simplify the filing process.

Benefits of Being Self-Employed at Tax Time

Despite the additional paperwork and record-keeping, self-employed taxpayers are eligible for several valuable deductions. These include the ability to deduct business-related expenses directly from income, which reduces not only income tax but also self-employment tax. Business deductions can include costs such as supplies, travel, equipment, and even a portion of home utilities if a home office is used exclusively for work. Additionally, self-employed individuals may qualify for retirement plan contributions and health insurance deductions that further lower taxable income. Understanding these opportunities and utilizing them properly can lead to substantial tax savings.

Estimating Business Income for Effective Planning

One of the first steps in tax planning is estimating your business income. Without a clear projection of earnings, any tax strategy becomes speculative and potentially ineffective. Estimating income allows you to anticipate your tax liability and take strategic actions such as timing expenses or adjusting retirement contributions. Accurate estimation involves reviewing your income year-to-date, evaluating your business pipeline, and considering seasonal patterns that may affect earnings. For those who expect to move into a higher tax bracket, it may make sense to accelerate expenses into the current year to benefit from a greater deduction. Conversely, if a lower income year is anticipated, deferring certain deductions may provide more value in a future period when income is higher. Having an informed estimate gives you the flexibility to make decisions that optimize your tax position.

Timing Your Business Income to Your Advantage

As a self-employed taxpayer, you often have some flexibility in determining when income is recognized. While you cannot simply delay depositing checks or refuse payment to defer taxes, you do control when you invoice clients and close sales. This timing can be used strategically to manage taxable income across tax years. For example, if you expect to be in a higher tax bracket next year, you might accelerate some income into the current year by invoicing earlier. On the other hand, if you anticipate a lower income year ahead, it may make sense to defer invoicing until January. Another area where you may have more direct control is capital gains. If you hold investment assets or business property, deciding when to sell can influence your tax situation. Selling before the end of the year versus waiting until the new year can have a meaningful impact on your overall tax liability. Timing business income properly requires planning and awareness of both your financial situation and current tax laws.

Strategically Timing Business Expenses

Just as with income, the timing of your business expenses can affect your tax liability. Generally, expenses are deductible in the year they are incurred, regardless of whether you pay with cash, check, or credit. This provides an opportunity to reduce taxable income by accelerating necessary purchases before year-end. For example, buying equipment, office supplies, or software on December 31 means those expenses are deductible for that tax year, even if the payment does not come due until the following year. The IRS allows for certain deductions to be claimed immediately under the Section 179 deduction rules. This allows for the full cost of qualifying assets to be deducted in the year of purchase rather than being depreciated over time. This can result in significant upfront tax savings. However, it is important not to overspend simply to capture deductions. Avoid stocking up on inventory that you do not need, as the cost of goods sold is only deductible when the goods are sold, not when they are purchased. Focus on spending only on items that are necessary for your business and that will provide real value.

Deducting Medical Insurance Premiums

Health insurance is often a significant expense for self-employed individuals. Fortunately, if you are not eligible for an employer-sponsored health plan, you may be able to deduct the cost of your health insurance premiums as an adjustment to income. This includes premiums paid for yourself, your spouse, and your dependents. In some cases, you may also deduct premiums for long-term care insurance. These deductions reduce your adjusted gross income and are available whether or not you itemize deductions. To qualify, the policy does not need to be in the business name; it can be in your name and still be deductible. The deduction applies only to the months when neither you nor your spouse waseligible for an employer plan. Keep in mind that the deduction is limited to your net business income. If your business does not generate a profit, the deduction may be disallowed for that year. Careful record-keeping of premium payments and eligibility is essential to ensure that you receive the full tax benefit available.

Choosing a Simple Business Structure

When launching a business, many self-employed individuals question whether they should form a corporation, partnership, or other legal entity. While each structure has advantages and may offer legal or operational benefits, the simplest option for many is to remain a sole proprietorship. As a sole proprietor, you report your business income and expenses directly on your return using Schedule C. There are no separate business tax returns to file, and no legal dissolution is required if you decide to close the business. For those seeking additional legal protection, forming a single-member limited liability company (LLC) may be appropriate. An LLC can provide liability protection without complicating tax filing, as it is often treated as a disregarded entity for tax purposes and reported similarly to a sole proprietorship. Before making any decisions about your business structure, consult with a qualified attorney or tax advisor to ensure your choice aligns with your financial and legal goals.

Automating Record-Keeping for Accuracy and Ease

One of the most burdensome aspects of being self-employed is tracking income and expenses. Manual record-keeping with receipts and spreadsheets is time-consuming and error-prone. Fortunately, numerous tools and apps are available that automate this process. Financial software can sync with bank accounts and credit cards to categorize transactions, generate reports, and even track mileage. This automation not only saves time but also reduces the risk of missed deductions and data entry mistakes. Consistent and accurate records are essential for tax filing and can also be invaluable in the event of an audit. Automated systems can also simplify year-end reporting by generating summaries that align with tax form categories. When choosing software, consider features such as invoicing, receipt capture, and integration with tax preparation tools. With automated record-keeping, you gain peace of mind knowing that your financial data is accurate, organized, and readily available when you need it.

Business Deductions Versus Itemized Deductions

Understanding the distinction between business deductions and itemized deductions is key to maximizing tax savings. Business deductions reduce your business income and, therefore, lower both your income tax and self-employment tax. Itemized deductions, on the other hand, are claimed on your personal tax return and only reduce your taxable income if they exceed the standard deduction threshold. Whenever possible, expenses should be categorized as business-related rather than itemized. For instance, a portion of your internet or phone bill used for business can be deducted as a business expense rather than claimed as a miscellaneous itemized deduction. This approach not only provides a greater tax benefit but also ensures that you reduce your adjusted gross income, which can impact eligibility for other tax credits and deductions. Careful tracking and categorization of expenses throughout the year will help ensure you take full advantage of business deductions while minimizing your tax liability.

Employing Your Children in Your Business

Hiring your children to work in your business can offer both financial and educational benefits. Payments made to children are deductible business expenses as long as the work performed is legitimate and the compensation is reasonable for the services provided. For children under 18, wages paid are generally not subject to Social Security and Medicare taxes. If your child is under 21, you also avoid federal unemployment tax. The income earned by your child is taxed at their rate, which is typically much lower than yours, and if their total earnings fall below the standard deduction threshold, they may owe no income tax at all. In effect, this strategy allows you to shift income from your higher tax bracket to your child’s lower bracket. In addition to tax benefits, employing your children teaches them responsibility, work ethics, and financial literacy. To stay compliant, keep accurate records of hours worked, tasks performed, and payments made. Treat them like any other employee in terms of documentation and payroll practices.

The Power of a Qualified Home Office Deduction

Working from home is increasingly common, and if you use part of your home exclusively and regularly for business, you may qualify for the home office deduction. This deduction allows you to write off a portion of your home expenses such as mortgage interest, rent, utilities, insurance, and repairs. The deduction can be calculated using either the simplified method, which allows a flat deduction based on the square footage of your home office, or the actual expense method, which involves calculating the percentage of your home used for business. The simplified method is easier and requires less documentation but may result in a smaller deduction. To qualify, your home office must be your principal place of business or a place where you regularly meet clients. It must also be used exclusively for business activities. Proper documentation and floor plans showing the business area can support your deduction in case of an audit. Claiming the home office deduction can result in meaningful savings, especially for those with high housing costs.

Understand Itemized Deductions Versus Business Deductions

For self-employed individuals, it’s important to differentiate between itemized deductions and business deductions. This distinction can significantly impact your adjusted gross income and self-employment tax. A business deduction directly reduces your self-employment income, which in turn reduces your self-employment tax liability. Itemized deductions, on the other hand, only affect your taxable income and have no impact on the self-employment tax. Whenever possible, it’s better to categorize deductible expenses under business deductions. For example, if you use your phone or internet service for both personal and business purposes, allocate the business portion as a business expense. This approach ensures a more favorable tax outcome. Business deductions appear on Schedule C, while itemized deductions are reported on Schedule A. Lowering your adjusted gross income also affects other tax benefits, such as eligibility for credits or deductions tied to income thresholds.

Employing Your Children for Tax Advantages

One useful strategy for reducing taxes is hiring your children to work in your business. Payments to children under 18 are generally exempt from Social Security and Medicare taxes if the business is a sole proprietorship or a partnership in which each partner is a parent of the child. Federal unemployment tax does not apply to children under 21. The compensation paid to your children must be for actual work performed and should be reasonable based on the type of work and their age. Examples include clerical tasks, inventory counting, digital content creation, or managing basic business-related social media functions. The income earned by your child is taxed at their lower tax rate, which often results in little or no tax liability. Moreover, these wages are a deductible business expense for your business. If your child earns less than the standard deduction for the year, they may owe no federal income tax at all. This tax-saving opportunity can also double as a lesson in financial literacy for your children.

Maximizing the Home Office Deduction

If you operate your business from home, the home office deduction can provide significant tax savings. To qualify, the space must be used regularly and exclusively for business purposes. It does not need to be a separate room, but it must be a clearly defined area used only for work. Common qualifying spaces include a spare bedroom converted into an office, a portion of the basement dedicated to client meetings, or even a section of a garage used solely for storage of business inventory. The IRS offers two methods to calculate the deduction: the simplified method and the regular method. The simplified method allows a deduction based on square footage, up to a maximum allowable limit. The regular method involves calculating the actual expenses incurred from the use of the home, including mortgage interest, property taxes, rent, utilities, insurance, and depreciation, then allocating the business-use percentage. Both options can result in meaningful deductions, but the method that yields the higher deduction depends on your specific circumstances. Accurate recordkeeping is essential for both methods.

Avoiding the Hobby Classification

To prevent the IRS from classifying your business as a hobby, which would disallow deductions for business expenses, it’s critical to demonstrate that your activities are conducted with the intention of making a profit. A key benchmark used by the IRS is whether you’ve made a profit in at least three of the last five years. However, even if your business is not profitable, you can still qualify as a business by maintaining accurate records, promoting your services or products professionally, and showing consistent effort to improve your operations. The IRS examines various factors, including your expertise in the area, time and effort devoted to the business, financial status, and history of income or losses. Treating your business like a real enterprise—tracking income and expenses, using professional marketing strategies, and maintaining a separate business bank account—can support your case. If your business is classified as a hobby, your income is still taxable, but your related deductions are extremely limited. Therefore, taking the right steps to prove a profit motive is crucial.

Converting Charitable Giving into Business Expenses

Typically, charitable contributions are only deductible as itemized deductions and are not reported on your business tax forms. However, there are scenarios where a donation to a charitable organization can qualify as a business expense. This occurs when the donation is directly tied to a business benefit, such as advertising or publicity. For example, if you sponsor a local event and your business name appears in the promotional material, the donation may be deductible as a marketing expense. Similarly, providing services or products for a charity auction in exchange for recognition or publicity could qualify as a deductible business expense. The key is receiving a quantifiable benefit in return, such as increased exposure or goodwill that contributes to your business’s visibility and credibility. Always document what was received in exchange for the donation, including copies of promotional materials, contracts, or communications with the charitable organization. This ensures your deduction holds up in the event of an audit.

Boosting Retirement Contributions for Tax Savings

Self-employed individuals have access to several retirement savings options that can reduce taxable income while helping secure long-term financial stability. A Simplified Employee Pension Individual Retirement Arrangement, or SEP IRA, is a popular choice because of its high contribution limits and flexibility. In 2024, self-employed individuals could contribute up to 25 percent of their net earnings from self-employment, up to a maximum of 69,000 dollars. That limit increases to 70,000 dollars for 2025. Contributions to SEP IRAs are tax-deferred, meaning you won’t pay taxes on the money until it’s withdrawn, usually during retirement when your tax rate may be lower. Another option is a Solo 401(k), which allows for both employee and employer contributions, providing even more room for tax-deferred growth. Contributions reduce your taxable income and help build a financial cushion for the future. These plans are easy to set up and manage, even for businesses with no employees. As a bonus, contributions made up to the filing deadline can still count for the prior tax year, giving you extra time to save and reduce your tax liability.

Logging Business Mileage Accurately

Claiming a deduction for business vehicle use requires accurate documentation. You can deduct either the actual expenses incurred for using your car for business purposes or use the standard mileage rate set by the IRS. In both cases, you must maintain a log that records the date, destination, business purpose, and miles driven for each business trip. Commuting between your home and a regular workplace does not qualify as business mileage, but driving to a client meeting, making deliveries, or traveling to a supply store does. You should keep a detailed mileage log or use a mileage-tracking app that records trips automatically. These tools simplify compliance and reduce the risk of errors. To support your deduction, also retain receipts for expenses like tolls, parking, repairs, and fuel if you opt for the actual expense method. Claiming mileage accurately not only reduces your taxable income but also provides a true picture of how much you spend on transportation for your business.

Monitoring the Alternative Minimum Tax

The alternative minimum tax is a separate tax calculation designed to ensure high-income earners pay at least a minimum level of tax. This system disallows certain deductions and tax breaks that are allowed under the regular tax system. If your income exceeds the AMT exemption threshold, you may be required to calculate your tax liability under AMT rules and pay the higher amount. Common deductions disallowed under AMT include state and local tax deductions and some business-related expenses. If your regular deductions significantly reduce your taxable income, you could unintentionally trigger the AMT. The AMT exemption and phase-out thresholds are adjusted each year for inflation. You can calculate your AMT liability using IRS Form 6251. Tax planning strategies to reduce AMT liability include deferring deductions, timing income strategically, and spreading large deductions over multiple years. Although the AMT primarily affects higher-income taxpayers, self-employed individuals with substantial deductions should stay aware of its impact to avoid surprises at tax time.

Planning for the Qualified Business Income Deduction

The qualified business income deduction allows many self-employed individuals and small business owners to deduct up to 20 percent of their qualified business income. This deduction, established by the Tax Cuts and Jobs Act, applies to pass-through entities such as sole proprietorships, partnerships, S corporations, and some LLCs. The deduction is subject to various limitations based on your income, the type of business, and the wages you pay to employees. If your taxable income exceeds a certain threshold, additional tests involving W-2 wages and the value of business property may apply. Businesses in specified service trades or professions—such as law, accounting, or consulting—face additional limitations if their income exceeds the threshold. To maximize this deduction, consider strategies like managing income levels, increasing employee wages, or investing in qualified property. Calculating this deduction can be complex, so using tax software or consulting a tax professional is often advisable. Proper planning can ensure you take full advantage of this valuable tax break, potentially saving thousands of dollars each year.

Tracking Self-Employment Taxes Effectively

Self-employed individuals must pay self-employment tax, which covers both the employer and employee portions of Social Security and Medicare taxes. This is in addition to regular income taxes. The self-employment tax rate is currently 15.3 percent, consisting of 12.4 percent for Social Security and 2.9 percent for Medicare. If your net earnings exceed a certain threshold, you may also owe an additional 0.9 percent Medicare tax. It’s important to calculate this tax accurately and plan for it throughout the year. You can deduct the employer-equivalent portion of your self-employment tax when calculating your adjusted gross income. This deduction doesn’t reduce your net earnings for purposes of self-employment tax but does reduce your income tax. Paying estimated taxes quarterly can help avoid penalties and interest. Keeping detailed records of income and expenses throughout the year will help ensure accurate calculations. Understanding and budgeting for self-employment tax is critical for maintaining financial stability and avoiding surprises when you file your tax return.

Considering Incorporation for Tax Strategy

At some point, your business income may grow to a level where operating as a sole proprietor is no longer the most tax-efficient structure. Incorporating your business or forming an LLC that elects S corporation status can help reduce your self-employment tax burden. As an S corporation owner, you can pay yourself a reasonable salary, which is subject to payroll taxes, and take the remaining profits as distributions, which are not subject to self-employment tax. This can result in substantial tax savings, especially for businesses with consistent profits. However, S corporations come with increased administrative requirements, including payroll, separate tax filings, and stricter bookkeeping. You must also ensure your salary is reasonable for your role and industry. Improperly classifying earnings can lead to penalties. Before incorporating, consult with a tax advisor or attorney to determine the best structure for your business and ensure compliance with all legal and tax obligations. The right entity choice can offer liability protection as well as long-term tax advantages.

Deducting Start-Up and Organizational Costs

When launching a new business, you may incur a variety of start-up costs before you officially begin operations. These may include market research, advertising, travel to secure suppliers or customers, legal fees, and expenses for training employees. The IRS allows you to deduct up to 5,000 dollars in start-up costs and 5,000 dollars in organizational costs in your first year of business. Any amount over that must be amortized over 15 years. Organizational costs specifically relate to the formation of a corporation or partnership, such as legal fees for drafting bylaws or partnership agreements. To qualify, these costs must be incurred before you begin actively conducting business. Properly classifying and documenting these expenses is crucial. If you don’t make the election to deduct and amortize these costs, the deduction may be lost. This tax benefit helps offset some of the initial financial burden of starting a business and is one more reason to maintain detailed financial records from day one.

Timing Income and Expenses Strategically

One of the advantages of being self-employed is the flexibility to manage when you recognize income and incur expenses. This can help smooth out your taxable income year to year. For instance, if you anticipate being in a lower tax bracket next year, you might defer sending invoices until January or delay income-generating projects. Conversely, if you expect a higher income next year, you may want to accelerate income into the current year. The same logic applies to expenses. If you need deductions this year, consider purchasing office supplies, equipment, or prepaying certain business services before year-end. Just be aware that prepayments must meet IRS criteria to qualify as a deductible expense in the current year. The cash method of accounting—used by most self-employed individuals—allows income to be recorded when received and expenses when paid. This method gives you greater control over the timing of your income and deductions, which can lead to meaningful tax savings with the right planning.

Making Use of the De Minimis Safe Harbor for Assets

The de minimis safe harbor rule allows small businesses to immediately deduct the cost of low-cost tangible property, rather than depreciating it over several years. To qualify, each item must cost 2,500 dollars or less, and you must have a consistent accounting policy in place. If your business has an applicable financial statement, such as an audited financial report, the limit increases to 5,000 dollars per item. This rule simplifies accounting and provides quicker tax benefits by allowing you to deduct the full cost in the year the item is purchased and used. Examples include office equipment, tools, furniture, and smartphones. To comply with IRS guidelines, you should make an annual election by including a statement with your tax return. The safe harbor rule is especially helpful for small businesses making frequent purchases of relatively inexpensive equipment. It eliminates the need for tracking depreciation schedules, making your financial recordkeeping more efficient while maximizing current-year deductions.

Leveraging Section 179 and Bonus Depreciation

For more expensive equipment or business property, Section 179 and bonus depreciation offer accelerated deductions that can reduce your taxable income significantly. Section 179 allows you to deduct the full cost of qualifying business equipment and property purchased or financed during the tax year, up to a specified limit. This limit was over one million dollars for recent tax years and is adjusted annually for inflation. Qualifying property includes machinery, office furniture, computers, and certain vehicles. Bonus depreciation, which can be used in addition to Section 179, allows for immediate deduction of a percentage of the asset’s cost—often 100 percent in the year placed in service, though this percentage may phase down over time. Both options require the asset to be used more than 50 percent for business. Timing your purchases and understanding which method provides a larger deduction is key. These provisions not only offer immediate tax relief but also help improve cash flow, allowing reinvestment into your business operations.

Keeping Good Records All Year Long

Maintaining accurate and organized records throughout the year is essential for self-employed individuals. Good recordkeeping not only ensures you claim all eligible deductions but also helps you substantiate those deductions in case of an IRS audit. Important documents include receipts, invoices, mileage logs, bank statements, canceled checks, and credit card records. Using accounting software can make it easier to track income and expenses, categorize transactions, and generate reports for tax preparation. Digitizing receipts and storing them securely in the cloud reduces the risk of losing paper records and simplifies the retrieval process. It’s also helpful to maintain a separate bank account and credit card for business transactions to avoid mixing personal and business finances. Review your records monthly to stay on top of your finances and catch errors early. Consistent documentation habits can save you time, reduce stress during tax season, and provide insights into your business’s financial health, enabling better decision-making throughout the year.

Hiring a Tax Professional When Needed

While many self-employed people use tax software to prepare and file their taxes, hiring a tax professional can be a smart investment, especially as your business grows. A tax professional can help you navigate complex tax rules, identify deductions you may have missed, and ensure compliance with ever-changing regulations. They can also offer strategic advice for minimizing taxes in future years, such as entity restructuring, retirement planning, or tax-efficient investment strategies. If you’re audited by the IRS, a qualified tax professional can represent you and guide you through the process. Consider working with a certified public accountant (CPA) or an enrolled agent (EA) with experience in self-employment and small business tax matters. While the upfront cost may be higher than using software, the long-term savings from optimized tax planning and reduced risk of penalties can more than justify the expense. When choosing a tax professional, verify credentials, check references, and ensure they understand your industry and business model.

Understanding State and Local Tax Obligations

In addition to federal taxes, self-employed individuals must also comply with state and local tax obligations, which can vary significantly depending on your location. This may include income tax, sales tax, use tax, gross receipts tax, franchise tax, or local business taxes. Some states require self-employed individuals to register for a business license or pay annual fees. If you sell goods or taxable services, you may need to collect and remit sales tax and file regular returns. Failure to comply with state tax laws can result in fines, interest, or suspension of your business license. Staying informed about the rules in your state and locality is essential. Consider consulting your state’s department of revenue or a local tax advisor for guidance. Keeping accurate records of your sales, purchases, and locations of business activity will help ensure you’re meeting your obligations. Ignoring state or local taxes can lead to costly mistakes, so factor them into your overall tax planning strategy.

Preparing for an IRS Audit

Being self-employed increases your likelihood of being audited by the IRS due to the complexity of reporting income and expenses. While an audit doesn’t necessarily mean you’ve done anything wrong, it’s important to be prepared. Good recordkeeping is your best defense. Keep all receipts, logs, and documentation that support your deductions and income. Be cautious with large deductions, especially those that seem high relative to your income, such as home office expenses or travel. If you’re selected for an audit, you’ll receive a letter detailing the items in question. Respond promptly and provide only the requested documents. You may be audited by mail, in person, or at an IRS office. Hiring a tax professional to represent you can reduce stress and help you navigate the process effectively. Audits typically focus on a specific year, but issues found can lead to audits of additional years. Being organized and honest from the beginning will help you survive an audit with minimal disruption.

Using Tax Software to Simplify Filing

Tax software tailored for self-employed individuals can simplify the process of preparing and filing your taxes. These tools guide you through the forms and help you identify deductions you may qualify for, such as home office expenses, vehicle mileage, and retirement contributions. Many programs integrate with your bank accounts and accounting software, allowing automatic import of income and expense data. Some offer audit protection, expert review, or access to live tax professionals for questions. Features such as error-checking, deduction finders, and estimated tax calculators can improve accuracy and reduce your tax liability. Choose software that fits your business size and complexity. While free versions may suffice for very small businesses, paid versions often offer better support and more robust features. Using tax software can save time, reduce filing errors, and help ensure compliance with tax laws. It’s a convenient solution for many self-employed individuals who want control over their tax preparation without navigating complex forms alone.

Making Tax Planning a Year-Round Process

Effective tax planning isn’t just something you do in April—it’s a year-round effort. By staying proactive, you can avoid surprises, reduce your tax bill, and make better financial decisions. Review your income and expenses regularly to estimate your tax liability and adjust your quarterly estimated payments if needed. Keep track of deductible expenses and set aside money in a separate account to cover taxes. Use your mid-year review to evaluate strategies like contributing to a retirement account, adjusting your business structure, or making major purchases before year-end. Set reminders for key tax deadlines, such as quarterly estimated payments and filing dates for specific forms. Planning throughout the year also allows you to make informed choices about your business operations, like hiring contractors, investing in equipment, or expanding your services. Staying informed about tax law changes and how they affect your situation will help you stay compliant and maximize your tax benefits. With the right approach, tax planning becomes a valuable part of your overall business strategy.

Conclusion

Managing taxes as a self-employed individual can be complex, but with careful planning and informed decision-making, it becomes an opportunity to take control of your financial future. Understanding your obligations, leveraging available deductions, maintaining accurate records, and seeking professional advice when needed can significantly reduce your tax burden and prevent costly mistakes. By treating tax planning as an ongoing part of your business operations not just a once-a-year task, you’ll not only stay compliant with IRS requirements but also position your business for long-term success. Whether you’re just starting out or are a seasoned entrepreneur, applying these tax tips can help you make smarter choices, avoid unnecessary stress, and keep more of your hard-earned income.